(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

Base Information

Chemical Name:(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile
CAS No.:1352743-28-2
Molecular Formula:C₂₆H₃₀N₂OSi
Molecular Weight:414.623
Hs Code.:

Synonyms:(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

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Chemical Property of (R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

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Technology Process of (R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

There total 6 articles about (R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 1352743-25-9
C₂₃H₂₆F₉NO₄SSi

: 126747-14-6
4-cyanophenylboronic acid

: 1352743-28-2
(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;
DOI:10.1002/ejoc.201100681

Reference yield:

: 1352743-07-7
(R,Z)-2-(tert-butyldimethylsiloxy)-N-(4-oxopent-2-en-2-yl)-2-phenylacetamide

: 1352743-28-2
(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate; triethylamine / dichloromethane / 16 h / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: palladium diacetate; potassium carbonate; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; palladium diacetate; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 3.1: Suzuki coupling;
DOI:10.1002/ejoc.201100681

Reference yield:

: 1352743-15-7
(R)-2-(((tert-butyldimethylsilyl)oxy)(phenyl)methyl)-6-methylpyridin-4(1H)-one

: 1352743-28-2
(R)-4-{2-[(tert-butyldimethylsiloxy)(phenyl)methyl]-6-methylpyridin-4-yl}benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: palladium diacetate; potassium carbonate; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

With palladium diacetate; sodium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 2.1: Suzuki coupling;
DOI:10.1002/ejoc.201100681